The Company

PayPal has been revolutionizing commerce globally for more than 25 years. Creating innovative experiences that make moving money, selling, and shopping simple, personalized, and secure, PayPal empowers consumers and businesses in approximately 200 markets to join and thrive in the global economy. 

We operate a global, two-sided network at scale that connects hundreds of millions of merchants and consumers. We help merchants and consumers connect, transact, and complete payments, whether they are online or in person. PayPal is more than a connection to third-party payment networks. We provide proprietary payment solutions accepted by merchants that enable the completion of payments on our platform on behalf of our customers.

We offer our customers the flexibility to use their accounts to purchase and receive payments for goods and services, as well as the ability to transfer and withdraw funds. We enable consumers to exchange funds more safely with merchants using a variety of funding sources, which may include a bank account, a PayPal or Venmo account balance, PayPal and Venmo branded credit products, a credit card, a debit card, certain cryptocurrencies, or other stored value products such as gift cards, and eligible credit card rewards.  Our PayPal, Venmo, and Xoom products also make it safer and simpler for friends and family to transfer funds to each other. We offer merchants an end-to-end payments solution that provides authorization and settlement capabilities, as well as instant access to funds and payouts. We also help merchants connect with their customers, process exchanges and returns, and manage risk. We enable consumers to engage in cross-border shopping and merchants to extend their global reach while reducing the complexity and friction involved in enabling cross-border trade. 

Our beliefs are the foundation for how we conduct business every day.  We live each day guided by our core values of Inclusion, Innovation, Collaboration, and Wellness. Together, our values ensure that we work together as one global team with our customers at the center of everything we do – and they push us to ensure we take care of ourselves, each other, and our communities.

Job Summary:

We're seeking a strategic and results-driven Director to accelerate PayPal's Win Checkout initiative by owning and executing strategic initiatives across global markets. This role requires a detail-oriented professional who can own end-to-end execution and management of complex sales related initiatives across multiple stakeholders.

Job Description:

Essential Responsibilities:

Lead the strategic design, analysis, and continuous improvement of business processes to enhance operational effectiveness and efficiency across the organization.Oversee and eliminate inefficiencies, streamlining workflows to achieve significant cost reductions and productivity gains.Ensure robust governance and compliance with organizational standards and regulatory requirements in all process improvement initiatives.Leverage Six Sigma or Lean methodologies to spearhead process improvement projects, delivering measurable and impactful results.Serve as a subject matter expert and internal coach, guiding and mentoring teams in identifying and implementing innovative process improvement solutions.Collaborate with cross-functional leadership teams to align business processes with the organization's strategic goals and priorities.Influence and implement comprehensive performance management systems to monitor, evaluate, and enhance the effectiveness of business processes.Manage regular process audits and assessments to identify opportunities for improvement and ensure continuous optimization.Foster a culture of continuous improvement by promoting best practices and encouraging innovation throughout the organization.Prepare and present detailed reports and strategic recommendations to senior leadership on process improvement initiatives and their impact on business performance.

Minimum Qualifications:

Minimum of 15 years of relevant work experience and a Bachelor's degree or equivalent experience.

Preferred Qualification:

Key Responsibilities

Sales Strategy and Operations

Own end-to-end execution of key sales strategy and initiatives related to Branded Checkout - sales forecasting, pipeline management, compensation, etc.

Work with product, engineering and business units on various aspects of sales strategy to drive TPV growth

Help build detailed account strategy based on merchant needs, PayPal offerings, product roadmap and GTM strategy

Lead cross-functional initiatives including strategic pricing, geographic expansion and new product adoption

Partner closely with finance on achievement of objectives across lever

Assist in driving long-term strategic decisions to drive sales growth while working with product on innovation goals

Cross-Functional Coordination & Stakeholder Management

Serve as the central point of coordination between Sales, Product, Engineering, Legal, Finance, and other key teams

Facilitate regular cross-functional meetings and ensure clear communication of priorities, timelines, and dependencies

Develop senior stakeholder reporting and oversee materials for driving CXO deep-dive meetings

Drive accountability across teams by establishing clear ownership, deliverables, and deadlines

Escalate blockers and resource constraints to leadership with proposed solutions

Deal Analysis & Strategic Assessment

Conduct comprehensive financial and strategic analysis of potential deals, including ROI calculations, risk assessments, and competitive positioning in conjunction with various finance teams, bringing challenge and a comprehensive view

Challenge assumptions and validate business cases presented by internal teams and external partners

Create deal recommendations to senior leadership with clear rationale and supporting data, considering all levers available

Information Management & Intelligence Gathering

Proactively collate customer feedback to inform sales strategy

Maintain up-to-date knowledge of Win Checkout capabilities, roadmap, and competitive differentiators

Create and maintain comprehensive deal documentation and knowledge repository

Ensure all stakeholders have access to accurate, timely information needed for decision-making

Core Competencies

Exceptional organizational skills with ability to manage multiple complex projects simultaneously

Strong analytical mindset with proven ability to challenge assumptions and validate business cases

Outstanding communication skills, both written and verbal, with experience presenting to C-level executives

Demonstrated ability to influence and drive results in matrix organizations without direct authority

Self-directed with strong sense of ownership and accountability for outcomes

Required Experience & Qualifications

Professional Background

Bachelor’s degree or equivalent

8+ years of total experience with at least 3+ years of experience at a leading consulting firm, investment bank or technology company

Previous experience in fintech or e-commerce preferred

Proven track record managing complex, multi-stakeholder initiatives with revenue impact

Experience working directly with cross-functional teams

Technical & Analytical Skills

Advanced proficiency in data analysis tools (Excel, SQL, Tableau, or similar)

Strong financial modeling capabilities

Familiarity with CRM systems (Salesforce preferred) and sales pipeline management tools

Experience with project management methodologies and tools

Subsidiary:

PayPal

Travel Percent:

0

-

PayPal is committed to fair and equitable compensation practices.

Actual Compensation is based on various factors including but not limited to work location, and relevant skills and experience.

The total compensation for this practice may include an annual performance bonus (or other incentive compensation, as applicable), equity, and medical, dental, vision, and other benefits. For more information, visit https://www.paypalbenefits.com.

The US national annual pay range for this role is $137,500 to $236,500

PayPal does not charge candidates any fees for courses, applications, resume reviews, interviews, background checks, or onboarding. Any such request is a red flag and likely part of a scam. To learn more about how to identify and avoid recruitment fraud please visit https://careers.pypl.com/contact-us.

For the majority of employees, PayPal's balanced hybrid work model offers 3 days in the office for effective in-person collaboration and 2 days at your choice of either the PayPal office or your home workspace, ensuring that you equally have the benefits and conveniences of both locations.

Our Benefits:

At PayPal, we’re committed to building an equitable and inclusive global economy. And we can’t do this without our most important asset—you. That’s why we offer benefits to help you thrive in every stage of life. We champion your financial, physical, and mental health by offering valuable benefits and resources to help you care for the whole you.

We have great benefits including a flexible work environment, employee shares options, health and life insurance and more. To learn more about our benefits please visit https://www.paypalbenefits.com.

Who We Are:

Click Here to learn more about our culture and community.

Commitment to Diversity and Inclusion 

PayPal provides equal employment opportunity (EEO) to all persons regardless of age, color, national origin, citizenship status, physical or mental disability, race, religion, creed, gender, sex, pregnancy, sexual orientation, gender identity and/or expression, genetic information, marital status, status with regard to public assistance, veteran status, or any other characteristic protected by federal, state, or local law.  In addition, PayPal will provide reasonable accommodations for qualified individuals with disabilities.  If you are unable to submit an application because of incompatible assistive technology or a disability, please contact us at paypalglobaltalentacquisition@paypal.com.

Belonging at PayPal: 

Our employees are central to advancing our mission, and we strive to create an environment where everyone can do their best work with a sense of purpose and belonging. Belonging at PayPal means creating a workplace with a sense of acceptance and security where all employees feel included and valued. We are proud to have a diverse workforce reflective of the merchants, consumers, and communities that we serve, and we continue to take tangible actions to cultivate inclusivity and belonging at PayPal.

Any general requests for consideration of your skills, please Join our Talent Community.

We know the confidence gap and imposter syndrome can get in the way of meeting spectacular candidates. Please don’t hesitate to apply.